All Competitions
| Game | Date ↑ | Time | Field | Home | Visitors | |
|---|---|---|---|---|---|---|
| CP1 | Fri, Sep-12 | 6:00 pm | Caton's 2 | Cataraqui II | 2 - 0 | Cataraqui III |
| CP2 | Fri, Sep-12 | 6:00 pm | Caton's 1 | Portuguese Benfica OT | 3 - 3 | Loyal Oarsman |
| Penalty Kicks | (0 - 1) | |||||
| CP3 | Fri, Sep-12 | 7:15 pm | Caton's 1 | Valhalla | 0 - 0 | The Ports |
| Penalty Kicks | (4 - 3) | |||||
| CP4 | Fri, Sep-12 | 8:30 pm | Caton's 1 | Cocamo Rangers | 1 - 1 | Cosme Auto |
| Penalty Kicks | (1 - 0) | |||||
| BP1 | Sat, Sep-13 | 10:00 am | Caton's 2 | Queen's Inn | 3 - 2 | Loyalist |
| BP2 (f) | Sat, Sep-13 | 10:00 am | Caton's 1 | Cataraqui I | 2 - 0 | Leeds United |
| BP3 | Sat, Sep-13 | 11:15 am | Caton's 2 | Vita SC | 2 - 0 | Quality Transfer |
| BP4 | Sat, Sep-13 | 11:15 am | Caton's 1 | Cocamo Nooners | 1 - 1 | Cocamo FC |
| Penalty Kicks | (4 - 2) | |||||
| AP1 | Sat, Sep-13 | 12:30 pm | Caton's 2 | Portuguese Benfica | 4 - 0 | Pilot House Chievo |
| AP2 | Sat, Sep-13 | 12:30 pm | Caton's 1 | SH Juventus | 2 - 1 | Remax Grizzly's |
| AP3 | Sat, Sep-13 | 1:45 pm | Caton's 2 | Calabria Italia | 1 - 0 | Yellow Fever |
| AP4 | Sat, Sep-13 | 1:45 pm | Caton's 1 | Sporting | 0 - 0 | Rangers I |
| Penalty Kicks | (3 - 4) | |||||
| CP5* | Sat, Sep-13 | 3:00 pm | Caton's 2 | Cataraqui II | 1 - 2 | Loyal Oarsman |
| CP6 | Sat, Sep-13 | 3:00 pm | Caton's 1 | Valhalla | 0 - 1 | Cocamo Rangers |
| BP5 | Sat, Sep-13 | 4:15 pm | Caton's 2 | Queen's Inn | 1 - 1 | Cocamo Nooners |
| Penalty Kicks | (5 - 4) | |||||
| BP6 | Sat, Sep-13 | 4:15 pm | Caton's 1 | Cataraqui I | 3 - 0 | Vita SC |
| AP5 | Sat, Sep-13 | 5:30 pm | Caton's 2 | Portuguese Benfica | 3 - 0 | Rangers I |
| AP6 | Sat, Sep-13 | 5:30 pm | Caton's 1 | SH Juventus | 2 - 2 | Calabria Italia |
| Penalty Kicks | (4 - 2) | |||||
| BP7 | Sun, Sep-14 | 5:00 pm | Caton's 1 | Queen's Inn | 1 - 1 | Cataraqui I |
| Penalty Kicks | (2 - 3) | |||||
| CP7* | Sun, Sep-14 | 5:00 pm | Caton's 2 | Cocamo Rangers | 1 - 0 | Loyal Oarsman |
| AP7 | Sun, Sep-14 | 7:00 pm | Caton's 1 | Portuguese Benfica | 0 - 3 | SH Juventus |